Sc(OTf)3-Catalyzed Formal [3 + 3] Cycloaddition Reaction of Diaziridines and Quinones for the Synthesis of Benzo[e][1,3,4]oxadiazines
Publication type: Journal Article
Publication date: 2021-04-05
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
33819425
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A formal [3 + 3] cyclization reaction of diaziridines and quinones has been developed offering 1,3,4-oxadiazinanes in generally high yields (up to 96%). The reaction was catalyzed by Sc(OTf)3 with a large substrate scope for both diaziridines and quinones. The synergistic activation of 1,3-dipolar diaziridines and the dipolar quinones was found to be essential to enable this reaction.
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33
Total citations:
33
Citations from 2025:
10
(30.3%)
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GOST
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Cortes Vazquez J. et al. Sc(OTf)3-Catalyzed Formal [3 + 3] Cycloaddition Reaction of Diaziridines and Quinones for the Synthesis of Benzo[e][1,3,4]oxadiazines // Organic Letters. 2021. Vol. 23. No. 8. pp. 3136-3140.
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Cortes Vazquez J., Davis J., Nesterov V. N., Wang H., Luo W. Sc(OTf)3-Catalyzed Formal [3 + 3] Cycloaddition Reaction of Diaziridines and Quinones for the Synthesis of Benzo[e][1,3,4]oxadiazines // Organic Letters. 2021. Vol. 23. No. 8. pp. 3136-3140.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.1c00818
UR - https://doi.org/10.1021/acs.orglett.1c00818
TI - Sc(OTf)3-Catalyzed Formal [3 + 3] Cycloaddition Reaction of Diaziridines and Quinones for the Synthesis of Benzo[e][1,3,4]oxadiazines
T2 - Organic Letters
AU - Cortes Vazquez, Jose
AU - Davis, Jacqkis
AU - Nesterov, Vladimir N.
AU - Wang, Hong
AU - Luo, Weiwei
PY - 2021
DA - 2021/04/05
PB - American Chemical Society (ACS)
SP - 3136-3140
IS - 8
VL - 23
PMID - 33819425
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2021_Cortes Vazquez,
author = {Jose Cortes Vazquez and Jacqkis Davis and Vladimir N. Nesterov and Hong Wang and Weiwei Luo},
title = {Sc(OTf)3-Catalyzed Formal [3 + 3] Cycloaddition Reaction of Diaziridines and Quinones for the Synthesis of Benzo[e][1,3,4]oxadiazines},
journal = {Organic Letters},
year = {2021},
volume = {23},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.orglett.1c00818},
number = {8},
pages = {3136--3140},
doi = {10.1021/acs.orglett.1c00818}
}
Cite this
MLA
Copy
Cortes Vazquez, Jose, et al. “Sc(OTf)3-Catalyzed Formal [3 + 3] Cycloaddition Reaction of Diaziridines and Quinones for the Synthesis of Benzo[e][1,3,4]oxadiazines.” Organic Letters, vol. 23, no. 8, Apr. 2021, pp. 3136-3140. https://doi.org/10.1021/acs.orglett.1c00818.